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Once More For Old Time's Sake

Posted by: Age: 35 Posted on: 1 comments
2 likes 2677 views Category: Masturbation Male-Female Tags: phone sex, bbw, friend with benefits, mutual masturbation

A late night call to an old friend with benefits lets me turn back time for a night.


It had been a long, tiring week. On top of that only a day before it had been my birthday and this birthday happened to be the least exciting celebration of my birth in years. So there I was on Saturday night feeling sorry for myself, sitting at my computer aimlessly. Out of curiosity I opened my IM program and up pops the screen name for a friend with benefits from my twenties. Looking at the clock, it was after 11 pm, so I was surprised to see her online since she was an early to bed sort of gal. I shrugged and double clicked her name.

"You're up late," I messaged.

"Yes," she wrote back, "it happens occasionally."

We started chatting about anything and everything, both of us seeming to need the company. Admittedly in the past when we'd talk the conversation would turn into talks of the old days when we used to hook up randomly and that night was no different. I brought up one of my favorite nights when I went over to her place for a visit. During one of our talks she mentioned to me that she had a silk robe that she'd wear from time to time so I asked for her to wear the robe when she answered the door with nothing on underneath it. Even though she loved to give me crap a lot of the time, she did just what I asked, answering the door in the silk robe, her glasses and pulled back, wet dark hair. When I walked through her front door, I untied the sash just to see if she honored the entire request. When the robe parted down the middle to show her impressively large breasts, a saggy tummy and bare legs, I boldly reached below her belly to feel that her panties were also missing. Her pussy juices, on the other hand, was not since it was already coating her labia and the tops of her thick inner thighs.

"Well, you asked me to," she typed. "I have to be nice to you once in a while."

"That entire night you were nice to me," I wrote back. "It's not often I get led around the house by a woman who won't let go of my cock."

My cock twitched in my pants remembering that night again. After I entered her house she made a point of helping me off with all of my clothes as quickly as possible, throwing them all around her living room. Within seconds I was standing there completely naked with a hard cock sticking straight out from my crotch in anticipation for what was to come. Once she shed her robe, she wrapped her soft hand around my cock and started leading me from room to room as we made our way around her house, pleasuring each other as we went along.

I could feel my cock getting bigger in my pants as we kept IMing. My heart was starting to race the further we kept talking. It was just about midnight by this point and she said, "It's about time for me to go to bed. You have a good night."

Remembering from back in the day that she slept naked, I decided to ask whether that was still true after all this time. "You'll just have to let your imagination fill in that blank," she wrote back. "Nite!"

With my rock aching and feeling precum starting to ooze from the head of my cock to coat my boxer briefs, I grabbed my cell phone and decided to call her. I looked at my phone's screen at her name in my contact list. I undid my belt, unsnapped and unzipped my pants, kicking them and my boxer briefs to the floor. Debating back and forth over whether I should risk it or not, my thumb hit CALL before I realized I actually called.

"Hello?" I heard her tired voice ask.

"Am I ruining your plan to go to sleep?"

"Not at all," she said. "I can still get in bed even if we're talking."

"So what you're saying is we're going old school tonight and I get to talk to you while you're naked in bed?" I smiled.

"That's for me to know," she answered.

"I'll take that as a yes," I said, settling down on the floor. My cock got harder just hearing her voice again. It had been close to a decade since the last time I heard it. Even though she never thought so, I felt she had a sexy voice and could have been a phone sex operator. To be honest, I found her sexy in general. I never was into bbw women but the way she'd tease me, her eyes, her smile, her openness with her sexuality, it all added up into a woman that I would keep coming back to when the need arose.

I didn't say much at first but I think from my ragged breathing she could tell that I was starting to stroke my cock. Her voice was making it so sensitive to touch myself that I wasn't sure how long I could last. I just knew that after the week I had, along with how lonely I felt that night, I wanted to feel good.

She didn't hang up. I could hear it in her voice as we kept talking that she was a little torn over whether to let me keep going or hang up and go to bed. "Sorry if I'm not saying much right now," I breathed, my strokes going long up and down my shaft, "my mind's caught up with all those memories."

"It's ok," she said, "mine does that from time to time, too."

My heart skipped a beat.

"So you mean you don't mind that I'm on the phone wearing nothing from the waste down, touching myself?" I blurted out.

"You do what you need to do," she breathed.

Something about her tone softening let me know she must be giving into her own temptation. I could picture her in her bedroom, her robe opened to reveal her plump, naked body. I imagined her free hand sliding to her breasts to play with her sensitive nipples, then down her bulbous tummy to start feeling how wet her pussy had become. Those thoughts helped me speed up my stroking.

"But what are you doing?" I asked, my breath making it beyond obvious what I was doing.

"I'm enjoying our conversation," she breathed into the phone. I could picture those giant, beautiful breasts starting to rise and fall faster as her fingers kept rubbing her clit. I could almost hear the sound of the wetness between those thick thighs giving away how much she really was turned on to be having phone sex with me again. "Ahhhh..." she sighed.

That was it!

I knew no matter how hard she tried not to give in, she just did. My heart could have exploded from happiness knowing she was touching herself along with me. I put my palm over the head of my cock and started rubbing just the head quickly back and forth, the precum oozing out onto my palm and fingers, my hips bucking into the air.

In my mind's eye I could picture the old days, with her laying fully naked on her bed, her pussy so wet that it was leaking out down her ass cheeks and onto the sheets, her meaty legs open wide to show me how much she wanted me to be inside of her. My hips kept bucking, the pumping of my cock was getting faster now and I could feel the pressure building in my balls. As hard as I tried, I knew I wouldn't be able to last forever that night.

"Do you want me?" I asked, my tone turning from innocent to devilish in hopes to make her admit to anything.

"Yes," she moaned.

I could picture her fingers working so quickly over her pussy, opening her labia and penetrating herself with a finger or two. The sloppy sound of her pussy being finger fucked only fueling how turned on she was. I wanted to be in that room and watch her more than anything in that moment.

"What do you want me to do to you?" I pushed.

"Anything you want," she sighed.

"I wish I could take you right now," I growled through clenched teeth.

"So do it. Take me!"

My hips bucked into the air some more, my hand was jacking my cock so quickly that it was only a matter of time till the dam would burst. "I'm moving my hips, I'm trying to get all of me inside of you as deep as I can."

"Oh God!" she moaned. I could almost see her shuddering, her nipples as hard as diamonds as she grabs the sheets on her bed.

"I can't stop myself, I want you so bad right now," I grunted, feeling more precum oozing out.

"You know what I always loved?" she managed to blurt out. "What's that?" I asked.

"I always loved the way you'd moan every time you'd cum for me."

The dam was ready to go.

"Do you want me to cum for you?"

I could hear a low moan coming from her before she answered. "Oh my God, yes. Cum!"

A few quick strokes and a rope of cum shot from the purple head of my cock onto a small stack of tissues. My hand kept moving, making the orgasm more intense, milking drop after drop out of my cock and wishing it was getting shot into her meaty pussy. My hips kept bucking as rope after rope of cum shot into the tissues, my moaning making it obvious how intense my orgasm was.

On the other end of the line, I could hear her giving in completely, moaning loud enough to let me know her pussy was convulsing around her fingers, but not loud enough to miss my vocal orgasm.

Finally I caught my breath, being spent and sitting on the floor with a deflated cock that was glistening from the cum that it just ejaculated. She was fairly quiet, though I could hear her breathing starting to get back to normal. "Are you ok?" I breathed.

She started laughing. "After that? Of course!"

"You aren't mad that I needed to take a trip back down memory lane tonight?"

"Not at all," she laughed. "I enjoyed it."

I looked at the clock to see it was now one am. "I better let you get to sleep, I've kept you up far too long tonight."

"Ok. You have yourself a good night, there, mister!"

"You too, naked sleeper."

The call ended and life caught up to the speed of normal. Still, it's never a bad thing to travel back down memory lane.



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